HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-5-bromopyridine → 4-[2-methyl-7-(methyloxy)quinazolin-4-yl]-7-(1H-pyrrolo[2,3-b]pyridin-5-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-5-bromopyridine | HCID 70622 | — |
| Reactant | 5-{4-[2-Methyl-7-(methyloxy)quinazolin-4-yl]-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl}pyridin-2-amine | HCID 59586234 | — |
| Reactant | 4-Chloro-7-methoxy-2-methylquinazoline | HCID 72207063 | — |
| Product | 4-[2-methyl-7-(methyloxy)quinazolin-4-yl]-7-(1H-pyrrolo[2,3-b]pyridin-5-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepine | HCID 66821408 | — |
Reaction Steps
(5-{4-[2-methyl-7-(methyloxy)quinazolin-4-yl]-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl}pyridin-2-amine. Synthesized according to the method of example 3 using 5-bromo-2-aminopyridine in step 1 and 4-chloro-7-methoxy-2-methylquinazoline in step 3. 1H NMR (400 MHz, DMSO-d6): 11.9 (s, 1H, AcOH), 8.21 (d, 1H), 7.87 (d, 1H), 7.67 (dd, 1H), 7.55 (m, 1H), 7.38 (dd, 1H), 7.10 (d, 1H), 7.02 (dd, 1H), 6.96 (d, 1H), 6.52 (d, 1H), 6.03 (s, 2H), 4.96 (s, 2H), 4.38 (m, 2H), 4.13 (m, 2H), 3.87 (s, 3H), 2.42 (s, 3H), 1.90 (s, 3H, AcOH); MS (EI) for C24H23N5O2: 413.9 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08648066B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-e1665a03ccbc4f989797d5ac44d48455 |
| Source note | uspto-grants-2014_02 |